US3892670A - Vapor space corrosion inhibited compositions - Google Patents

Vapor space corrosion inhibited compositions Download PDF

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Publication number
US3892670A
US3892670A US388677A US38867773A US3892670A US 3892670 A US3892670 A US 3892670A US 388677 A US388677 A US 388677A US 38867773 A US38867773 A US 38867773A US 3892670 A US3892670 A US 3892670A
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United States
Prior art keywords
acid
composition
oil
diethanolamide
mixture
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US388677A
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Inventor
James A White
Ralph P Chesluk
Howard J Platte
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Texaco Inc
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Texaco Inc
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Priority to US388677A priority Critical patent/US3892670A/en
Priority to GB1975975A priority patent/GB1457482A/en
Priority to DE19752522370 priority patent/DE2522370A1/de
Priority to FR7515910A priority patent/FR2311840A1/fr
Priority to NL7506056A priority patent/NL7506056A/nl
Priority to BE156663A priority patent/BE829435A/xx
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Publication of US3892670A publication Critical patent/US3892670A/en
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/10Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms cycloaliphatic
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/16Amides; Imides
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38Heterocyclic nitrogen compounds
    • C10M133/48Heterocyclic nitrogen compounds the ring containing both nitrogen and oxygen
    • C10M133/50Morpholines
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    • C10M171/00Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/005Volatile oil compositions; Vaporous lubricants
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/18Tall oil acids
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/044Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic groups
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    • C10M2215/082Amides containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/086Imides
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/12Partial amides of polycarboxylic acids
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/12Partial amides of polycarboxylic acids
    • C10M2215/122Phtalamic acid
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/221Six-membered rings containing nitrogen and carbon only
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/225Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226Morpholines
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    • C10M2215/26Amines
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    • C10M2215/28Amides; Imides
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/24Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/241Manufacturing joint-less pipes
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/242Hot working
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    • C10N2040/20Metal working
    • C10N2040/243Cold working
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    • C10N2040/244Metal working of specific metals
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/245Soft metals, e.g. aluminum
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
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    • C10N2040/246Iron or steel
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    • C10N2040/244Metal working of specific metals
    • C10N2040/247Stainless steel

Definitions

  • a corrosion inhibiting amount of a mixture of at least one fatty amide, formed from the reaction of unsaturated fatty acids containing 12 to carbon atoms and diethanolamine, with at least one amine salt of a C8-C1" acid ranges from 0.01 to 5.00 weight percent basis mineral oil with the preferred range being from 0.05 to 0.50 weight percent.
  • the ratio of fatty amide to acid-amine salt ranges from 1:1 to 1:10 with the preferred ratio being 1:2 to 1:6. Uniquely, only unsaturated acids are effective.
  • Suitable amines include normal, branched and cyclic aliphatic amines; primary, secondary, teritary and saturated heterocyclic amines having twelve carbon atoms or less in the alkyl group or groups.
  • the acid part of the amine salt can be a C C or C acid.
  • the amide has the following structure:
  • R C mono and diunsaturated hydrocarbon.
  • Each of the individual additives was first evaluated as vapor space inhibitors separately and then compared to combinations of additives.
  • the total concentration of additive(s) was the same in all cases, either 0.10 or 0.15 wt.
  • the inhibited oil blends were evaluated in a modified version of the Hot Plate Reflux Rust Test 1 where the hot plate was replaced with a constant temperature oil bath.
  • Metal specimen were composed of SAE 1018 mild steel. The specimen were polished using 240 grit abrasive and stored under precipitation naphtha until they were used. After the test was completed, the specimen were rated according to the amount and type of rust present. The following ratings were used:
  • an oil blend must contain the fatty amide, a fatty acid, and an aliphatic amine.
  • the acid and amine should be reacted together prior to being used to form an acid-amine salt.
  • the base oil for the additives of this invention can be any mineral hydrocarbon oil but usually is a turbine oil, a hydraulic oil or a drawing oil.
  • a lubricating oil composition having improved vapor space corrosion properties consisting of a corrosion inhibiting amount of a mixture of at least one amine salt of a C C aliphatic monocarboxylic acid together with at least one amide of diethanolamine and a fatty acid containing from 12 to 20 carbon atoms, the ratio of amide to acid amine salt being from about 1:1 to about 1:10, the balance, a major amount of a mineral hydrocarbon oil.
  • composition of claim 1 wherein the concentration of said mixture ranges from 0.01 to 5.00 weight percent, basis oil.
  • composition of claim 1 wherein the concentration of said mixture ranges from 0.05 to 0.50 weight percent, basis oil.
  • composition of claim 1 wherein said mixture consists of Tall Oil Acid-diethanolamide and decanoic acid-t-butylamine.
  • composition of claim 1 wherein said mixture consists of Tall Oil Acid-diethanolamide and decanoic acid-tributylamine.
  • composition of claim 1 wherein said mixture consists of Tall Oil Acid-diethanolamide and decanoic acid-isobutylamine.
  • composition of claim 1 wherein said mixture consists of linoleic acid-diethanolamide and decanoic acid-n-pentylamine.
US388677A 1973-08-15 1973-08-15 Vapor space corrosion inhibited compositions Expired - Lifetime US3892670A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
US388677A US3892670A (en) 1973-08-15 1973-08-15 Vapor space corrosion inhibited compositions
GB1975975A GB1457482A (en) 1973-08-15 1975-05-10 Vapour space corrosion inhibited compositions
DE19752522370 DE2522370A1 (de) 1973-08-15 1975-05-21 Schmieroel-zusammensetzung mit verbesserten dampfraum-rostschutzeigenschaften
FR7515910A FR2311840A1 (fr) 1973-08-15 1975-05-22 Composition d'huile lubrifiante
NL7506056A NL7506056A (nl) 1973-08-15 1975-05-23 Werkwijze voor het bereiden van een smeerolie- samenstelling.
BE156663A BE829435A (fr) 1973-08-15 1975-05-23 Composition d'huile lubrifiante

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US388677A US3892670A (en) 1973-08-15 1973-08-15 Vapor space corrosion inhibited compositions

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US3892670A true US3892670A (en) 1975-07-01

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US388677A Expired - Lifetime US3892670A (en) 1973-08-15 1973-08-15 Vapor space corrosion inhibited compositions

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US (1) US3892670A (nl)
BE (1) BE829435A (nl)
DE (1) DE2522370A1 (nl)
FR (1) FR2311840A1 (nl)
GB (1) GB1457482A (nl)
NL (1) NL7506056A (nl)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2440986A1 (fr) * 1978-11-13 1980-06-06 Ethyl Corp Composition d'huile lubrifiante a base d'un derive d'acide gras de diethanolamine
US5081333A (en) * 1989-03-17 1992-01-14 Mitsubishi Denki Kabushiki Kaisha Electric discharge machining fluid with a fatty acid amide additive for rust inhibition
WO1995004800A1 (de) * 1993-08-07 1995-02-16 Ina Wälzlager Schaeffler Kg Konservierungsöl für bauteile aus eisenwerkstoffen
US5840664A (en) * 1995-07-31 1998-11-24 R. T. Vanderbilt Company, Inc. Preparation of bismuth dithiocarbamates
US20170158871A1 (en) * 2015-12-03 2017-06-08 Caterpillar Inc. Corrosion preventative film

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CN112480991B (zh) * 2020-11-27 2022-05-10 德旭新材料(佛冈)有限公司 一种润滑剂及其制备方法和应用

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US2820013A (en) * 1956-01-13 1958-01-14 Pure Oil Co Stabilized extreme pressure lubricant
US3398095A (en) * 1967-11-13 1968-08-20 Shell Oil Co Vapor-space inhibitors
US3419494A (en) * 1967-03-06 1968-12-31 Sinclair Research Inc Oil-in-water emulsion and method of making same

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US2820013A (en) * 1956-01-13 1958-01-14 Pure Oil Co Stabilized extreme pressure lubricant
US3419494A (en) * 1967-03-06 1968-12-31 Sinclair Research Inc Oil-in-water emulsion and method of making same
US3398095A (en) * 1967-11-13 1968-08-20 Shell Oil Co Vapor-space inhibitors

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2440986A1 (fr) * 1978-11-13 1980-06-06 Ethyl Corp Composition d'huile lubrifiante a base d'un derive d'acide gras de diethanolamine
US5081333A (en) * 1989-03-17 1992-01-14 Mitsubishi Denki Kabushiki Kaisha Electric discharge machining fluid with a fatty acid amide additive for rust inhibition
WO1995004800A1 (de) * 1993-08-07 1995-02-16 Ina Wälzlager Schaeffler Kg Konservierungsöl für bauteile aus eisenwerkstoffen
US5840664A (en) * 1995-07-31 1998-11-24 R. T. Vanderbilt Company, Inc. Preparation of bismuth dithiocarbamates
US20170158871A1 (en) * 2015-12-03 2017-06-08 Caterpillar Inc. Corrosion preventative film
US20190062566A1 (en) * 2015-12-03 2019-02-28 Caterpillar Inc. Corrosion Preventative Film
US10689524B2 (en) * 2015-12-03 2020-06-23 Caterpillar Inc. Corrosion preventative film
US10689525B2 (en) * 2015-12-03 2020-06-23 Caterpillar Inc. Corrosion preventative film

Also Published As

Publication number Publication date
DE2522370A1 (de) 1976-12-02
BE829435A (fr) 1975-11-24
NL7506056A (nl) 1976-11-25
GB1457482A (en) 1976-12-01
FR2311840A1 (fr) 1976-12-17

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